data_105 # _chem_comp.id 105 _chem_comp.name "N-[5-METHYL-3-O-TOLYL-ISOXAZOLE-4-CARBOXYLIC ACID AMIDE] BORONIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H12 B Cl N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "CLOXACILLIN DERIVATIVE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-09-27 _chem_comp.pdbx_modified_date 2021-03-01 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 294.499 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 105 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1FSY _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal 105 B B B 0 1 N N N 76.973 4.806 28.614 -0.817 0.424 4.468 B 105 1 105 O1 O1 O 0 1 N N N 77.992 3.739 28.547 -1.558 0.261 5.669 O1 105 2 105 O2 O2 O 0 1 N N N 76.872 5.476 27.323 0.591 0.594 4.521 O2 105 3 105 C3 C3 C 0 1 N N N 77.326 5.864 29.761 -1.556 0.418 3.083 C3 105 4 105 N4 N4 N 0 1 N N N 78.751 5.741 30.187 -0.579 0.603 2.008 N4 105 5 105 C5 C5 C 0 1 N N N 79.196 6.256 31.359 0.012 -0.468 1.443 C5 105 6 105 O6 O6 O 0 1 N N N 78.467 6.894 32.141 -0.265 -1.588 1.826 O6 105 7 105 C7 C7 C 0 1 Y N N 80.606 6.093 31.654 0.994 -0.282 0.362 C7 105 8 105 N11 N11 N 0 1 Y N N 82.849 6.228 31.227 1.939 0.009 -1.620 N11 105 9 105 O10 O10 O 0 1 Y N N 82.657 5.676 32.516 2.816 -0.036 -0.791 O10 105 10 105 C8 C8 C 0 1 Y N N 81.341 5.643 32.648 2.362 -0.207 0.451 C8 105 11 105 C12 C12 C 0 1 Y N N 81.648 6.449 30.734 0.751 -0.122 -1.087 C12 105 12 105 C9 C9 C 0 1 N N N 80.699 5.095 33.902 3.189 -0.306 1.707 C9 105 13 105 C13 C13 C 0 1 Y N N 81.639 6.968 29.314 -0.556 -0.118 -1.786 C13 105 14 105 C14 C14 C 0 1 Y N N 80.947 8.214 28.978 -0.618 0.161 -3.151 C14 105 15 105 CL1 CL1 CL 0 0 N N N 80.247 9.319 30.252 0.835 0.497 -4.038 CL1 105 16 105 C15 C15 C 0 1 Y N N 80.790 8.577 27.616 -1.839 0.157 -3.799 C15 105 17 105 C16 C16 C 0 1 Y N N 81.325 7.748 26.589 -2.997 -0.110 -3.093 C16 105 18 105 C17 C17 C 0 1 Y N N 82.021 6.547 26.924 -2.941 -0.381 -1.737 C17 105 19 105 C18 C18 C 0 1 Y N N 82.183 6.164 28.285 -1.727 -0.387 -1.081 C18 105 20 105 H1 H1 H 0 1 N N N 78.057 3.302 29.388 -0.922 0.295 6.396 H1 105 21 105 H2 H2 H 0 1 N N N 76.216 6.162 27.366 0.895 0.687 3.608 H2 105 22 105 H31 1H3 H 0 1 N N N 77.079 6.905 29.448 -2.284 1.228 3.056 H31 105 23 105 H32 2H3 H 0 1 N N N 76.629 5.777 30.627 -2.068 -0.534 2.949 H32 105 24 105 H4 H4 H 0 1 N N N 79.471 5.271 29.638 -0.357 1.496 1.702 H4 105 25 105 H91 1H9 H 0 1 N N N 81.321 4.713 34.744 4.245 -0.215 1.454 H91 105 26 105 H92 2H9 H 0 1 N N N 80.007 5.871 34.305 2.908 0.495 2.391 H92 105 27 105 H93 3H9 H 0 1 N N N 79.987 4.289 33.604 3.011 -1.269 2.184 H93 105 28 105 H15 H15 H 0 1 N N N 80.251 9.503 27.355 -1.889 0.368 -4.857 H15 105 29 105 H16 H16 H 0 1 N N N 81.200 8.036 25.531 -3.950 -0.107 -3.602 H16 105 30 105 H17 H17 H 0 1 N N N 82.436 5.910 26.125 -3.849 -0.590 -1.191 H17 105 31 105 H18 H18 H 0 1 N N N 82.731 5.242 28.542 -1.685 -0.600 -0.023 H18 105 32 # # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal 105 B O1 SING N N 1 105 B O2 SING N N 2 105 B C3 SING N N 3 105 O1 H1 SING N N 4 105 O2 H2 SING N N 5 105 C3 N4 SING N N 6 105 C3 H31 SING N N 7 105 C3 H32 SING N N 8 105 N4 C5 SING N N 9 105 N4 H4 SING N N 10 105 C5 O6 DOUB N N 11 105 C5 C7 SING N N 12 105 C7 C8 DOUB Y N 13 105 C7 C12 SING Y N 14 105 N11 O10 SING Y N 15 105 N11 C12 DOUB Y N 16 105 O10 C8 SING Y N 17 105 C8 C9 SING N N 18 105 C12 C13 SING Y N 19 105 C9 H91 SING N N 20 105 C9 H92 SING N N 21 105 C9 H93 SING N N 22 105 C13 C14 DOUB Y N 23 105 C13 C18 SING Y N 24 105 C14 CL1 SING N N 25 105 C14 C15 SING Y N 26 105 C15 C16 DOUB Y N 27 105 C15 H15 SING N N 28 105 C16 C17 SING Y N 29 105 C16 H16 SING N N 30 105 C17 C18 DOUB Y N 31 105 C17 H17 SING N N 32 105 C18 H18 SING N N 33 # # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor 105 SMILES ACDLabs 10.04 "Clc1ccccc1c2noc(c2C(=O)NCB(O)O)C" 105 SMILES_CANONICAL CACTVS 3.341 "Cc1onc(c2ccccc2Cl)c1C(=O)NCB(O)O" 105 SMILES CACTVS 3.341 "Cc1onc(c2ccccc2Cl)c1C(=O)NCB(O)O" 105 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "B(CNC(=O)c1c(onc1c2ccccc2Cl)C)(O)O" 105 SMILES "OpenEye OEToolkits" 1.5.0 "B(CNC(=O)c1c(onc1c2ccccc2Cl)C)(O)O" 105 InChI InChI 1.03 "InChI=1S/C12H12BClN2O4/c1-7-10(12(17)15-6-13(18)19)11(16-20-7)8-4-2-3-5-9(8)14/h2-5,18-19H,6H2,1H3,(H,15,17)" 105 InChIKey InChI 1.03 LSXNXXCBOPILJR-UHFFFAOYSA-N # # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier 105 "SYSTEMATIC NAME" ACDLabs 10.04 "[({[3-(2-chlorophenyl)-5-methylisoxazol-4-yl]carbonyl}amino)methyl]boronic acid" 105 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[3-(2-chlorophenyl)-5-methyl-1,2-oxazol-4-yl]carbonylamino]methylboronic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 105 "Create component" 2000-09-27 RCSB 105 "Modify aromatic_flag" 2011-06-04 RCSB 105 "Modify descriptor" 2011-06-04 RCSB 105 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 105 _pdbx_chem_comp_synonyms.name "CLOXACILLIN DERIVATIVE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##